Potassium Hydroxide → 9-Deazahypoxanthine

HRID 532468Notes

Reaction equation

HRID 532468 reaction equation
[O:1]=[C:2]1[NH:7][CH:6]=[N:5][C:4]2[C:8](C(OC)=O)=[CH:9][NH:10][C:3]1=2.[OH-].[K+]>C(O)(=O)C>[N:5]1[C:4]2[CH:8]=[CH:9][NH:10][C:3]=2[C:2](=[O:1])[NH:7][CH:6]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 135409708methyl 4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidine-7-carboxylate

Product 1

HCID 1354888819-Deazahypoxanthine

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To methyl 4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidine-7-carboxylate synthesized by the known method (Organic Process Research & Development 2009, 13, 928-932), 10% potassium hydroxide (240 mL) was added, and refluxed for 40 hours while stirring. After completion of the reaction, the reaction mixture was cooled to room temperature and neutralized with acetic acid to a pH of 6.5-7.5. The solid thus obtained was filtered and dried to obtain the title compound.

Workup

  1. additionwas added
  2. temperaturerefluxed for 40 hours
  3. customAfter completion of the reaction
  4. customThe solid thus obtained
  5. filtrationwas filtered
  6. customdried

Sources & evidence

ORD record
ord-711fcff273d84efb97d2112bf0cd3064
Source dataset
uspto-grants-2014_10
Patent number
US08853213B2

Reaction notes

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